Synthesis of amide derivatives for electron deficient amines and functionalized carboxylic acids using EDC and DMAP and a catalytic amount of HOBt as the coupling reagents

A convenient protocol for amide bond formation for electron deficient amines and carboxylic acids is described. Amide coupling of aniline derivatives has been investigated with a number of reagents under a variety of reaction conditions. The use of 1 equivalent of EDC and 1 equivalent of DMAP, catalytic amount of HOBt and DIPEA provided the best results. This method is applicable for the synthesis of a range of functionalized amide derivatives with electron deficient and unreactive amines. (C) 2020 Elsevier Ltd. All rights reserved.

Automated summary

The study presents a convenient protocol for amide bond formation, suitable for electron deficient amines and carboxylic acids, enabling the synthesis of a variety of functionalized amide derivatives.